\documentclass[10pt,a4paper]{article} % Packages \usepackage{fancyhdr} % For header and footer \usepackage{multicol} % Allows multicols in tables \usepackage{tabularx} % Intelligent column widths \usepackage{tabulary} % Used in header and footer \usepackage{hhline} % Border under tables \usepackage{graphicx} % For images \usepackage{xcolor} % For hex colours %\usepackage[utf8x]{inputenc} % For unicode character support \usepackage[T1]{fontenc} % Without this we get weird character replacements \usepackage{colortbl} % For coloured tables \usepackage{setspace} % For line height \usepackage{lastpage} % Needed for total page number \usepackage{seqsplit} % Splits long words. %\usepackage{opensans} % Can't make this work so far. Shame. Would be lovely. \usepackage[normalem]{ulem} % For underlining links % Most of the following are not required for the majority % of cheat sheets but are needed for some symbol support. \usepackage{amsmath} % Symbols \usepackage{MnSymbol} % Symbols \usepackage{wasysym} % Symbols %\usepackage[english,german,french,spanish,italian]{babel} % Languages % Document Info \author{Autumn (Autumn)} \pdfinfo{ /Title (chemistry-chapter-11-organic-compound-properties.pdf) /Creator (Cheatography) /Author (Autumn (Autumn)) /Subject (Chemistry - Chapter 11:Organic Compound Properties Cheat Sheet) } % Lengths and widths \addtolength{\textwidth}{6cm} \addtolength{\textheight}{-1cm} \addtolength{\hoffset}{-3cm} \addtolength{\voffset}{-2cm} \setlength{\tabcolsep}{0.2cm} % Space between columns \setlength{\headsep}{-12pt} % Reduce space between header and content \setlength{\headheight}{85pt} % If less, LaTeX automatically increases it \renewcommand{\footrulewidth}{0pt} % Remove footer line \renewcommand{\headrulewidth}{0pt} % Remove header line \renewcommand{\seqinsert}{\ifmmode\allowbreak\else\-\fi} % Hyphens in seqsplit % This two commands together give roughly % the right line height in the tables \renewcommand{\arraystretch}{1.3} \onehalfspacing % Commands \newcommand{\SetRowColor}[1]{\noalign{\gdef\RowColorName{#1}}\rowcolor{\RowColorName}} % Shortcut for row colour \newcommand{\mymulticolumn}[3]{\multicolumn{#1}{>{\columncolor{\RowColorName}}#2}{#3}} % For coloured multi-cols \newcolumntype{x}[1]{>{\raggedright}p{#1}} % New column types for ragged-right paragraph columns \newcommand{\tn}{\tabularnewline} % Required as custom column type in use % Font and Colours \definecolor{HeadBackground}{HTML}{333333} \definecolor{FootBackground}{HTML}{666666} \definecolor{TextColor}{HTML}{333333} \definecolor{DarkBackground}{HTML}{FF7F00} \definecolor{LightBackground}{HTML}{FFF7EF} \renewcommand{\familydefault}{\sfdefault} \color{TextColor} % Header and Footer \pagestyle{fancy} \fancyhead{} % Set header to blank \fancyfoot{} % Set footer to blank \fancyhead[L]{ \noindent \begin{multicols}{3} \begin{tabulary}{5.8cm}{C} \SetRowColor{DarkBackground} \vspace{-7pt} {\parbox{\dimexpr\textwidth-2\fboxsep\relax}{\noindent \hspace*{-6pt}\includegraphics[width=5.8cm]{/web/www.cheatography.com/public/images/cheatography_logo.pdf}} } \end{tabulary} \columnbreak \begin{tabulary}{11cm}{L} \vspace{-2pt}\large{\bf{\textcolor{DarkBackground}{\textrm{Chemistry - Chapter 11:Organic Compound Properties Cheat Sheet}}}} \\ \normalsize{by \textcolor{DarkBackground}{Autumn (Autumn)} via \textcolor{DarkBackground}{\uline{cheatography.com/145676/cs/31396/}}} \end{tabulary} \end{multicols}} \fancyfoot[L]{ \footnotesize \noindent \begin{multicols}{3} \begin{tabulary}{5.8cm}{LL} \SetRowColor{FootBackground} \mymulticolumn{2}{p{5.377cm}}{\bf\textcolor{white}{Cheatographer}} \\ \vspace{-2pt}Autumn (Autumn) \\ \uline{cheatography.com/autumn} \\ \end{tabulary} \vfill \columnbreak \begin{tabulary}{5.8cm}{L} \SetRowColor{FootBackground} \mymulticolumn{1}{p{5.377cm}}{\bf\textcolor{white}{Cheat Sheet}} \\ \vspace{-2pt}Not Yet Published.\\ Updated 6th July, 2022.\\ Page {\thepage} of \pageref{LastPage}. \end{tabulary} \vfill \columnbreak \begin{tabulary}{5.8cm}{L} \SetRowColor{FootBackground} \mymulticolumn{1}{p{5.377cm}}{\bf\textcolor{white}{Sponsor}} \\ \SetRowColor{white} \vspace{-5pt} %\includegraphics[width=48px,height=48px]{dave.jpeg} Measure your website readability!\\ www.readability-score.com \end{tabulary} \end{multicols}} \begin{document} \raggedright \raggedcolumns % Set font size to small. Switch to any value % from this page to resize cheat sheet text: % www.emerson.emory.edu/services/latex/latex_169.html \footnotesize % Small font. \begin{multicols*}{3} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Organic Reactions}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Substitution Reactions}}} \tn % Row Count 1 (+ 1) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{{\bf{Alkanes:}}} \tn % Row Count 2 (+ 1) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Alkane + Halogen → Haloalkane} \tn % Row Count 4 (+ 2) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{{\bf{Haloalkanes:}}} \tn % Row Count 5 (+ 1) % Row 4 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Haloalkane + NaOH → Alcohol} \tn % Row Count 6 (+ 1) % Row 5 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Haloalkane + NH₃ → Amine} \tn % Row Count 7 (+ 1) % Row 6 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 7 (+ 0) % Row 7 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Addition Reactions}}} \tn % Row Count 8 (+ 1) % Row 8 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{{\bf{Alkenes:}}} \tn % Row Count 9 (+ 1) % Row 9 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Alkene + Hydrogen -Metal Catalyst→ Alkane} \tn % Row Count 11 (+ 2) % Row 10 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Alkene + H₂O -H₃PO₄ Catalyst→ Alcohol} \tn % Row Count 13 (+ 2) % Row 11 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Alkene + Hydrogen Halide → Haloalkane} \tn % Row Count 15 (+ 2) % Row 12 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Alkene + Halogen → Dihaloalkane} \tn % Row Count 17 (+ 2) % Row 13 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 17 (+ 0) % Row 14 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Hydrolysis Reactions}}} \tn % Row Count 18 (+ 1) % Row 15 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{{\bf{Esters:}}} \tn % Row Count 19 (+ 1) % Row 16 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Ester + H₂O → Carboxylic Acid + Alcohol} \tn % Row Count 21 (+ 2) % Row 17 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 21 (+ 0) % Row 18 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Oxidation Reactions}}} \tn % Row Count 22 (+ 1) % Row 19 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{{\bf{Alcohols:}}} \tn % Row Count 23 (+ 1) % Row 20 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Primary Alcohol + Inorganic Oxidant → Aldehyde (Low Temp) or Carboxylic Acid (High Temp)} \tn % Row Count 26 (+ 3) % Row 21 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Secondary Alcohol + Inorganic Oxidant → Ketone} \tn % Row Count 28 (+ 2) % Row 22 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Tertiary alcohols can't undergo oxidation} \tn % Row Count 30 (+ 2) \end{tabularx} \par\addvspace{1.3em} \vfill \columnbreak \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Organic Reactions (cont)}} \tn % Row 23 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{{\bf{Aldehydes:}}} \tn % Row Count 1 (+ 1) % Row 24 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Aldehyde + Inorganic Oxidant → Carboxylic Acid} \tn % Row Count 3 (+ 2) % Row 25 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 3 (+ 0) % Row 26 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Condensation Reactions}}} \tn % Row Count 4 (+ 1) % Row 27 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{{\bf{Carboxylic Acids:}}} \tn % Row Count 5 (+ 1) % Row 28 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Esterification: Carboxylic Acid + Alcohol → Ester + H₂O} \tn % Row Count 7 (+ 2) % Row 29 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Carboxylic Acid + NH₃ → Primary Amide + H₂O} \tn % Row Count 9 (+ 2) % Row 30 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Carboxylic Acid + Primary Amine → Secondary Amide + H₂O} \tn % Row Count 11 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Important Oxidants to Remember}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Potassium Dichromate (K₂Cr₂O₇)} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Potassium Permanganate (KMnO₄)} \tn % Row Count 4 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Organic Compound Physical Properties}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Alkanes}}} \tn % Row Count 1 (+ 1) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Low BP due to dispersion forces \& 1x bonds} \tn % Row Count 3 (+ 2) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Straight chains compress more closely → higher BP \& dispersion forces} \tn % Row Count 5 (+ 2) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Non-polar → insoluble in H₂O} \tn % Row Count 7 (+ 2) % Row 4 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 7 (+ 0) % Row 5 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Alkenes \& Alkynes}}} \tn % Row Count 8 (+ 1) % Row 6 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Low BP} \tn % Row Count 9 (+ 1) % Row 7 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Non-polar → insoluble in H₂O} \tn % Row Count 11 (+ 2) % Row 8 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 11 (+ 0) % Row 9 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Haloalkanes}}} \tn % Row Count 12 (+ 1) % Row 10 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Weak dispersion forces, but allows stronger dipole-dipole attractions} \tn % Row Count 14 (+ 2) % Row 11 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Higher BP than alkanes} \tn % Row Count 15 (+ 1) % Row 12 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Low solubility due to insignificant dipole-dipole interactions} \tn % Row Count 17 (+ 2) % Row 13 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 17 (+ 0) % Row 14 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Alcohols, Carboxylic Acids, Amines \& Amides}}} \tn % Row Count 19 (+ 2) % Row 15 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} All have functional groups that form H-bonds (strongest intermolecular force)} \tn % Row Count 21 (+ 2) % Row 16 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} High BP due to H-bonds} \tn % Row Count 22 (+ 1) % Row 17 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Highest-lowest BP for alcohol types: primary, secondary, tertiary} \tn % Row Count 24 (+ 2) % Row 18 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Soluble} \tn % Row Count 25 (+ 1) % Row 19 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 25 (+ 0) % Row 20 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} {\bf{Aldehydes, Ketones \& Esters}}} \tn % Row Count 26 (+ 1) % Row 21 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Held by dipole-dipole attractions} \tn % Row Count 28 (+ 2) % Row 22 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Low BP due to no H-bonding with each other} \tn % Row Count 30 (+ 2) \end{tabularx} \par\addvspace{1.3em} \vfill \columnbreak \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Organic Compound Physical Properties (cont)}} \tn % Row 23 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Soluble in H₂O due to H-bonding} \tn % Row Count 2 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Physical Properties}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Boiling Point → increases with size} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Solubility → decreases with size} \tn % Row Count 4 (+ 2) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} {\bf{Viscosity:}} A fluid's resistance to flow. Increases by chain length and/or greater intermolecular force \{\{nl\}\} attractions} \tn % Row Count 7 (+ 3) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} {\bf{Flashpoint:}} The lowest temp that a substance in vapour form combusts/ignites. Works hand-in-hand with BP, but is always lower than BP} \tn % Row Count 11 (+ 4) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{x{2.43873 cm} x{2.53827 cm} } \SetRowColor{DarkBackground} \mymulticolumn{2}{x{5.377cm}}{\bf\textcolor{white}{Percentage Yield Formula}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{2}{x{5.377cm}}{\{\{ac\}\} \% Yield = (AY÷TY) x 100} \tn % Row Count 1 (+ 1) % Row 1 \SetRowColor{white} \mymulticolumn{2}{x{5.377cm}}{} \tn % Row Count 1 (+ 0) % Row 2 \SetRowColor{LightBackground} \{\{ac\}\} {\bf{Actual Yield (AY)}} & \{\{ac\}\} {\bf{Theoretical Yield (TY)}} \tn % Row Count 3 (+ 2) % Row 3 \SetRowColor{white} \{\{fa-hand-o-right\}\} Actual amount made & \{\{ac\}\}\{\{fa-hand-o-right\}\} Estimated amount made by stoichiometry \tn % Row Count 7 (+ 4) % Row 4 \SetRowColor{LightBackground} \mymulticolumn{2}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Usually given in \{\{nl\}\} question} \tn % Row Count 9 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}--} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Calculating The Overall \% Yield}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} If A→B has \{\{fa-square\}\}\% yield and the following reaction is B→C with \{\{fa-star\}\}\%, and ..., then overall yield = (\{\{fa-square\}\}\%) x (\{\{fa-star\}\}\%) x ..., x 100} \tn % Row Count 4 (+ 4) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Atom Economy}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{ac\}\} Atom Economy = (Mᵣ of wanted product ÷ Mᵣ of {\bf{ALL}} reactants) x 100} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{} \tn % Row Count 2 (+ 0) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} Measure of how many atoms in reactants end up in wanted product → aim to maximise atom economy} \tn % Row Count 5 (+ 3) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{fa-hand-o-right\}\} An indication of greeness (minimised waste \& more products)} \tn % Row Count 7 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} % That's all folks \end{multicols*} \end{document}